Summary
Overview
Work History
Skills
Timeline
Generic

Adrian Cruz

San Diego

Summary

High-performing Customer Success Manager with a consistent track record of exceeding targets across revenue retention, expansion, and customer engagement within a high-touch SaaS model. Delivered approximately 112% average plan attainment, managing a multi-million dollar book of business while driving measurable outcomes in retention, adoption, and pipeline growth.

Recognized as a top performer for combining strong relationship management with data-driven execution, including the integration of AI tools to scale impact and improve customer outcomes. Operates as a trusted advisor to customers and a cross-functional partner internally, with a demonstrated ability to influence revenue, mitigate risk, and unlock expansion opportunities.

Overview

5
5
years of professional experience

Work History

Customer Success Manager

UpKeep
01.2025 - Current

Customer Success Manager | 2025 – Present

  • Managed a portfolio of approximately $1.8M–$1.9M in ARR, consistently exceeding Gross Revenue Retention targets (~101–103% attainment across all quarters)
  • Incorporated Nova and AI-driven insights into approximately 125+ customer meetings since October, positioning AI as a core value driver in customer conversations
  • Proactively identified churn risks using account health signals and customer engagement trends, partnering cross-functionally to mitigate risk and preserve key accounts
  • Significantly exceeded expansion opportunity targets across all quarters:~192% of goal (Q2), ~141% (Q3), ~212% (Q4)
  • Leveraged tools including Gong, Granola, and Nova to improve meeting preparation, identify risk/opportunity signals, and ensure consistent follow-through
  • Actively contributed to advancing AI adoption both internally and externally, aligning with UpKeep’s strategic focus on AI-enabled customer success
  • Operated as a trusted advisor, guiding customers through product adoption, and operational improvements
  • Consistently advocated for customers by escalating product feedback and influencing internal teams to improve customer outcomes
  • Recognized as a top performer / Q4 MVP, reflecting overall impact and contribution to team success

Customer Success Manager

TapGoods
05.2021 - 01.2025
  • Managed a portfolio of 200+ accounts, owning the full customer lifecycle including renewals, adoption, and expansion.
  • Built and delivered scalable training materials and resources to enable customers to effectively leverage the platform.
  • Analyzed customer usage data to generate actionable insights that drove product adoption and improved retention.
  • Partnered cross-functionally with operations and support teams to resolve service issues and enhance overall customer satisfaction.
  • Developed and maintained strong relationships with key stakeholders, ensuring high levels of engagement and long-term success.
  • Streamlined customer onboarding processes, accelerating time-to-value and improving retention outcomes.
  • Supported the implementation of ChurnZero as the core CS platform, contributing to health scoring, proactive automation, help center development, and in-app engagement strategies.

Skills

  • Customer retention
  • Customer relationship building
  • Customer advocacy
  • Training and mentoring

Timeline

Customer Success Manager

UpKeep
01.2025 - Current

Customer Success Manager

TapGoods
05.2021 - 01.2025
Adrian Cruz